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ritodrine   Click here for help

GtoPdb Ligand ID: 7294

Synonyms: DU-21220 | Yutopar®
Approved drug PDB Ligand
ritodrine is an approved drug (FDA (1987))
Compound class: Synthetic organic
Comment: Ritodrine is a tocolytic drug (ie an anti-contraction medication). Clinical use in the US has been discontinued.
Marketed formulations may contain ritodrine hydrochloride (PubChem CID 31728).
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Click here for structure editor
Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 2
Hydrogen bond donors 4
Rotatable bonds 6
Topological polar surface area 72.72
Molecular weight 287.15
XLogP 2.44
No. Lipinski's rules broken 0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES Oc1ccc(cc1)CCNC(C(c1ccc(cc1)O)O)C
Isomeric SMILES Oc1ccc(cc1)CCN[C@H]([C@@H](c1ccc(cc1)O)O)C
InChI InChI=1S/C17H21NO3/c1-12(17(21)14-4-8-16(20)9-5-14)18-11-10-13-2-6-15(19)7-3-13/h2-9,12,17-21H,10-11H2,1H3/t12-,17-/m0/s1
InChI Key IOVGROKTTNBUGK-SJCJKPOMSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes. US FDA (1987)
Withdrawn drug? Yes
IUPAC Name Click here for help
4-(2-{[(1R,2S)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)phenol
International Nonproprietary Names Click here for help
INN number INN
2608 ritodrine
Synonyms Click here for help
DU-21220 | Yutopar®
Database Links Click here for help
CAS Registry No. 26652-09-5
ChEMBL Ligand CHEMBL785
DrugBank Ligand DB00867
GtoPdb PubChem SID 178103867
PubChem CID 33572
RCSB PDB Ligand YIF
Search Google for chemical match using the InChIKey IOVGROKTTNBUGK-SJCJKPOMSA-N
Search Google for chemicals with the same backbone IOVGROKTTNBUGK
Search PubMed clinical trials ritodrine
Search PubMed titles ritodrine
Search PubMed titles/abstracts ritodrine
UniChem Compound Search for chemical match using the InChIKey IOVGROKTTNBUGK-SJCJKPOMSA-N
UniChem Connectivity Search for chemical match using the InChIKey IOVGROKTTNBUGK-SJCJKPOMSA-N
Wikipedia Ritodrine